ChemInform Abstract: POLAR RADICALS PART 8, KINETIC STUDIES ON THE MECHANISM OF THE VAPOR PHASE BROMINATION OF 1-CHLOROBUTANE, THE ROLE OF REVERSIBLE HYDROGEN ABSTRACTION

1975 ◽  
Vol 6 (44) ◽  
pp. no-no
Author(s):  
DENNIS D. TANNER ◽  
TONY PACE ◽  
TAMEICHI OCHIAI
1975 ◽  
Vol 53 (14) ◽  
pp. 2202-2209 ◽  
Author(s):  
Dennis D. Tanner ◽  
Tony Pace ◽  
Tameichi Ochiai

A general method for the evaluation of the kinetics of the vapor phase brominations of alkanes and substituted alkanes is presented. The method is applied to the bromination of 1-chlrobutane.The hydrogen abstraction reaction and its reversal are both found to be deactivated by the polar influence of the substituent; the effect, as predicted, falls off as the distance of the substituent from the C—H bond involved increases. In the vapor phase bromination of 1-chlorobutane, because of this deactivated reversal, transfer with hydrogen bromide cannot compete (< 10%) with transfer with molecular bromine.There was no evidence for anchimeric assistance by the neighboring chlorine atom during hydrogen abstraction.


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